8-Quinolinol reacts with cinnamonitrile derivatives in presence of a basic catalyst to afford pyrano[3,2-h]quinolines (3a–f). The reaction of 3a with reagents such as acetic anhydride/pyridine, formamide, formic acid/formamide, and carbon disulfide gave the fused heterotetracyclic systems pyrimido[4′,5′: 6,5]pyrano[3,2-h]quinolines